Mild and Efficient Synthesis of Benzoxazoles, Benzothiazoles, Benzimidazoles, and Oxazolo[4,5-b]pyridines Catalyzed by Bi(III) Salts Under Solvent-Free Conditions

A series of benzoxazoles, benzothiazoles, benzimidazoles, and oxazolo[4,5-b]pyridines was efficiently synthesized from the reactions of o-aminophenols, o-aminothiophenol, o-phenylenediamines, and 2-amino-3-hydroxypyridine with orthoesters in the presence of catalytic amounts of Bi(III) salts, such a...

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Bibliographic Details
Published in:Monatshefte für Chemie 2007-07, Vol.138 (7), p.663-667
Main Authors: Mohammadpoor-Baltork, Iraj, Khosropour, Ahmad R., Hojati, Seyedeh F.
Format: Article
Language:English
Subjects:
Aminophenol
Chemical synthesis
Pyridines
Solvents
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Summary:A series of benzoxazoles, benzothiazoles, benzimidazoles, and oxazolo[4,5-b]pyridines was efficiently synthesized from the reactions of o-aminophenols, o-aminothiophenol, o-phenylenediamines, and 2-amino-3-hydroxypyridine with orthoesters in the presence of catalytic amounts of Bi(III) salts, such as Bi(TFA)3, Bi(OTf)3, and BiOClO4 · xH2O under solvent-free conditions. The remarkable features of this new protocol are high conversion, very short reaction times, cleaner reaction profiles under solvent-free conditions, straightforward procedure, and use of relatively non-toxic catalysts.
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-007-0655-9